What to Wear For Date Night, According to a Celebrity Stylist

Date night can mean a lot of different things if you ask us. While there's the more traditional route of grabbing dinner or drinks with a significant other, sometimes, our big plans include family-friendly movies at home, partying with friends, or a full evening dedicated to self-love. Still, no matter which kind is on your calendar, clothes can add to the fun. That's why we reached out to celebrity stylist Tiffany Briseno for her best date night outfit ideas.

The stylist, who has dressed everyone from Shawn Mendes to Stranger Things' Grace Van Dien, weighed in on what to wear based on where you're headed. From super sexy romantic vibes to couch-ready, here are her best date night outfit ideas.

For a Romantic Dinner Out

For a romantic dinner date night with your significant other, Briseno encourages you to lean into the sweetheart role with wide-leg, high-waisted trousers (preferably in a red satin) and a sweetheart neckline bustier.

"To finish the look off, [add] some large statement earrings to fill up the negative space between your plunging neckline."

For Brunch

Whether you're brunching with your besties or sipping mimosas with your special person, Briseno tells InStyle her go-to look for the meal would be a flouncy, lightweight dress and white sneakers.

"To keep the look casual," she adds, "I would have an oversized boyfriend denim jacket you can drape over the shoulders for a street chic vibe." However, if you're feeling fancy, an oversized black blazer works too.

For Happy Hour

When date night falls on a workday, the best game plan is a happy hour with your favorite drinks. For the occasion, Briseno envisions "an A-line faux leather midi skirt with a vintage tee tucked in and a herringbone blazer." And if heels aren't your style (or you're dying to get out of a pair by 5 o'clock), Briseno suggests swapping them out for some sneakers.

For a Cozy Night In

Here at InStyle, we firmly believe you can keep things casual and look cute, too. Briseno wholeheartedly agrees. The key is to be intentional with your loungewear, the stylist says via email, and nothing says intentional loungewear quite like a cashmere set. "You'll be stylish and comfortable enough for a possible sequel marathon."

For a Celebration With Friends

The year may be 2023, but Briseno is feeling a '90s fashion moment. "I say bring out that bodycon knit dress and '90s-inspired, square-toe strapped sandals," she tells us. "Finish the look off with an equally '90s-inspired rhinestone shoulder purse for full 'ZAZAZOO.'"

For a Paint and Wine Night

If you're planning an artsy outing, Briseno recommends keeping the fit casual with a pair of leggings or lycra bicycle shorts with an oversized button-up. For accessories, "add a bit of bling with your everyday gold necklaces," Briseno says, adding "try layering 3 to 5 in the same type of length so a cool cluster effect."

For a Spa Day

"Before you throw that robe on, arrive in a boxy cable knit turtleneck paired with knit flared pants and sneakers," Briseno says. This way, you'll get your relaxation on all day long.

For Ice Skating

Ice skating is the perfect date night activity to wear a full-on winter outfit. "Corduroy trousers for that luxe texture paired with a cropped puffer coat in a metallic for an extra punch," would be Briseno's go-to. "For winter accessories, a wool beret and matching wool gloves. Try an oversized scarf to add more shape to your look."

For a Cooking Class

For the makeshift chef, Briseno says your date night outfit shouldn't get in the way of your creation. To avoid a catastrophe, "try a silhouette like a jumpsuit or overalls with a great pair of combat boots and a tee," she says. "Jazz it up with a classic gold hoop."

For a Hike or Bike Ride

If you and your loved one are hitting a trail of some sort, your ensemble should be both comfortable and flexible. "Loose faded cargo pants, Timberland boots, and a plaid fleece shirt undone with a cute microfiber racerback tank," would be Briseno's pick. "Fleece 'camp socks' are also cool here!"